Coating composition and the like-



at exited Aug. 12 iii 'uian lit r is 2,252,486 coa'rino. COMPUSK'EION AND 'rna L- Maurice H. Arveson, Flossmoor, Ill asslgnor to Standard Oil Company, Chicago, BL, a corporation of Indiana No Drawing. Application Getober 30, 1937, Serial No. 172,058

3 enaims. (Ci. EGG-=32) This invention relates to coating compositions and particularly to coating compositions containing plasticized chlorinated high molecular Weight synthetic hydrocarbon resins known as chlor viscoreslns.

ertain unsaturated hydrocarbons, notably isob tylene, can be'polymerized at low temperatures u der the influence of catalysts such as boron triinto high molecular weight plastic hydrocarbon resins. The molecular weight of these intermediate products may vary from 800 to 12,000 or higher and is affected considerably by the temperature at which the polymerization is conducted. It is preferred to employ temperatures below F. and a temperature between -40 F.

;and 80 F. is desirable.

fluoride to produce high molecular weight synthetic hydrocarbon resins which are sometimes known as viscoresins. These viscoresins can be chlorinated to produce a diiierent and in some respects more desirable type of resin. Particularly when a large proportion of chlorine is introduced into the viscoresin molecule, the chlorinated resin produced is very hard and brittle.

The chlor viscoresin is produced by subjecting the high molecular weight hydrocarbon resin made by the process of the preceding paragraph to the action of chlorine with or without the presence of a catalystusually in the presence of sun.-

lightand it is desirable to employ during the chlorination a suitable organic solvent such as carbon tetrachloride, ethylene dichloride, hexane,

etc. Chlorinated organic solvents are preferred.

In many respects the highly chlorinated viscoresins, particularly those containing from about to about 65% chlorine have many desirable properties.

. For one thing the highly chlorinated viscoresins contain the chlorine in a more stable form than is the case with viscoresins chlorinated toa lesser degree. Inother words, loss of chlorine through evolution of hydrogen chloride is less in object of my invention is to provide such compositions in which the desirable hardness of the chlor viscoresins and their desirable waterproofing and gloss producing properties are re tained but in which the objectionable brittleness is overcome by the use of certain 'plastlcizing agents. -A more specific object of my invention is to provide such compositions in which the'plasti- 'cizing agent is compatible with the chlor visco= resin and enhances its solubility in various sol vents. A still further object ofmy invention is to provide coating compositions containing chlor viscoresins plasticized with materials" which do not materially reduce the dance resistant characteristics of the chlor viscoresins themselves. Am other object or my invention is to provide superior coating compositions and other compositions of suitable for use in coating compositions.

the case of the more highly chlorinated viscoresins. Furthermore, the flame resistant properties of the chlor viscoresinsincreases with the chlorine content. More important,- the ability of the chlor viscoresins to act as a waterproofing and gloss producing agent is increased by the high chlorine content.

With these advantages of a high degree of chlorination goes a disadvantage which makes the highly chlorinated viscorcsins relatively 1m disadvantage lies in the fact that these highly matter containing chlor viscoresins, one or more additional chlorinated viscoresins and one or more plasticizing agents. Other and more detailed ob- Jects of my invention will become apparent as th description thereof proceeds. v v In the manufacture of viscoresins liquefied olefinic hydrocarbons, and especially liquefied normally gaseous hydrocarbons, containing isoolefins, for example ischutylenc, are subjected to the polymerizing action of metal halide catalysts, particularly aluminum chloride, boron chloride or boron r "Laoride, by which they are converted chlorinated viscoresins are very brittle and lack toughness.

When a series of chlor viscoresins is prepared using different degrees of chlorination the more and more highly chlorinated viscoresins range from a highly viscous, tacky state characteristlc of vlscoresinsandlow chlorine content chlor vlscoresins progressively towards a hard, brittle state characteristicof high chlorine content chlor viscoresins and at no stage is a chlor viscoresin produced which is tough. In

other words, with more and more chlorination the This . incorporating therein a compatible viscous chlorinated plasticizing agent. 4

A chlor viscoresin thus plasticized can be dissolved in a suitable solvent such as toluene,

xylene, carbon tetrachloride, tetrachlorethylene or a mixture of any of these to give a coating composition which produces a film having very unusual luster, flexibility, resistance to chemicals and resistance to fire. Pigments, dyes and other color bodies can, of course, be added and fillers of various kinds can likewise be used.

As a piasticizing agent I prefer to use chlorinated diphenyls, commercial mixtures of which are known as Aroclors. For example, by adding small quantities of Aroclor to a chlor-viscoresin of 30% to 60% chlorine content it can be dissolved in solvent mixtures-containing commercial naphthag, whereas the chlor viscoresin itself is insoluble in commercial naphthas. Similarly, the amount of commercial naphtha that can be used in varnishes made from chlor viscoresins of higher chlorine content can be increased by the addition ofvery small amounts of 'Aroclors.

I prefer that the plasticizing agent constitute from about 2% to about 50% and more desirably from about 3% to about total amount of chlor-viscoresin and chlorinated plasticizing agent. The mixture of chlor viscoresin and plas'ticizing agent can be dissolved in from one-half to five times its volume of organic solvent. In instances where available naphthas by weight of' the do not have sufliciently high solvent power for use alone, aromatic solvents such as toluol, benzol, xylol and their mixtures can be used alone or preferably with naphthas, or chlorinated solvents such as carbon tetrachloride, tetrachlorethylene, etc. can be substituted. I

While the chlorinated diphenyls and their commercial mixtures known as Aroclors are preferred as plastlcizing agents, I find that other plasticizing agents can, be used, for instance the chlorinated naphthalenes and their commercial mixtures known as Halowaxesh These can be used in practically identically the same manner and amounts as the Aroclors. The chlorinated anthracenes, chlorinated diphenyl e'thers and in fact the chlorinated polynuclear homocyclic compounds in general can be used as Dlasticizing agents in accordance with my invention. However, the chlorinated poiynuclear homocyclic hydrocarbons are preferred.

The chlorine content of the plasticizing agent should be at least about 25% and preferably about 40% or more. 4 I

As an example of a coating composition in accordance with my invention, 90% oi chlor visco resin containing chlorine can be incorporated with 10% of chlorinated plasticlzing agent containing about 40% chlorine and this mixture can be applied in carbon-tetrachloride solution as a coating composition. The chlorinated plasti- -cizing agent is preferably mixed chlorinated diphenyls but may be composed of chlorinated naphthalenes, anthracenes, etc., as previously described.

' cordance with this last by blending a resin of 60% chlorine content and one of 10% chlorine content.

In addition to the chlor viscoresin and the plasticizing agent, my compositions can contain other resinous materials particularly chlor rubbers and vinyl chloride resins. Chlor rubber can be made either by reacting rubber with chlorine andby reacting it with hydrogen chloride in accordance with known methods. The product of the latter reaction is often referred to as rubber hydrochloride but it is embraced within the term chlor rubber" as herein used. These'chlor' rubber and vinyl chloride resins are ingeneral extremely tough and are desirable in this respect but are unfortunately comparatively expensive. chlor viscoresins, on the other hand, are relatively inexpensive and are suitable for many operations but in certain uses lack the desiredproperty of toughness. It is, therefore, apparent that a very desirable product can be made by mixing a chlor rubber or'a vinyl' chloride resin with a chlor viscoresin. The proper consistency can be obtained by the addition of plasticizers, for instance those previously mentioned.

As an example of a coating composition in acphase'of my in'vention, a chlor rubber,- 50% chlor viscochlorinated diphenyls can be used an organic solvent as a coating mixture of 25% resin and 25% in solution in composition.

One use for which my new compositions of matter are particularly suited is as paints for concrete. The production of satisfactory inexpensive concrete paints has always been a problem. The chlor viscoresins possess the desired resistance to washing and other chemical and physical attack. When compounded to the proper consistency they make very effective paints for concrete floors and the like. Mixtures of chlor viscoresin and plasticizing agent in accordance with my previous disclosure can be used in organic solvent solution. Chlor rubbers and/or vinyl chloride resins can be added to good efl'ect.

Another outstanding use. for

Serial No. 67,092, filed March 4, 1936 and issued as U. S. Patent 2,213,331 on Sept. 3, 1940.

While I have described my invention'in connection with certainspecific embodiments thereof, it is to be understood that these are by way of illustration and not by way of limitation and the invention is limited only by the scope of the appended claims which should be construed as broadly as the prior art will permit.

these various I coating compositions is for coating fabrics to be.

I ciaimt p 1. A composition of matter capable of forming a flexible, glossy, flame-resistant and waterproof coating comprising a mixture of a hard, brittle, highly chlorinated polymer of unsubstituted isobutylene normally insoluble in organic solvents, said chlorinated polymer containing between about 45% and about 65% chlorine, and compatible viscous chlorinated diphenyls as a plasticizing agent therefor, said chlorinated diphenyls containing at least 25% chlorine.

2. A composition of matter capable of forming a flexible, glossy, flame-resistant andwaterproof coating comprising an organic solvent and a mixture of a hard, brittle, highly chlorinated polymer or unsubstituted isobutylene containing between about 45% and about 65% chlorine and.v

normally insoluble in the said organic solvent and a chlorinated diphenyi plasticizing agent compatible with the said chlorinated polymer of isobutylene, said chlorinated diphenyl containing at least 25% chlorine, the mixture of the said chlorinated polymer of isobutylene and the chlorinated diphenyl plasticizing agent being dissolved in the said solvent.

3. A composition. of matter capable of forming afiexible, glossy, tough, flame-resistant and waterproof coating comprising a mixture of about 50% chlorinated polymer of isobutylene said chlorinated polymer containing between about 45% and 65% chlorine, about 25% chlorinated diphenyls, and about 25% of chlor rubber as a toughening agent, said mixture being dissolved in an organic solvent.

MAURICE H. ARVESON. 

